(2S,3R)-3-benzyloxymethoxy-2-[(4S,5R,6R)-6-[(1R)-2-tert-butyldiphenylsilyloxy-1-methylethyl]-2,2,5-trimethyl[1,3]dioxan-4-yl]-5-[1,3]dioxolanepentane

Base Information

Chemical Name:(2S,3R)-3-benzyloxymethoxy-2-[(4S,5R,6R)-6-[(1R)-2-tert-butyldiphenylsilyloxy-1-methylethyl]-2,2,5-trimethyl[1,3]dioxan-4-yl]-5-[1,3]dioxolanepentane
CAS No.:114597-34-1
Molecular Formula:C₄₂H₆₀O₇Si
Molecular Weight:705.02
Hs Code.:

Synonyms:(2S,3R)-3-benzyloxymethoxy-2-[(4S,5R,6R)-6-[(1R)-2-tert-butyldiphenylsilyloxy-1-methylethyl]-2,2,5-trimethyl[1,3]dioxan-4-yl]-5-[1,3]dioxolanepentane

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Chemical Property of (2S,3R)-3-benzyloxymethoxy-2-[(4S,5R,6R)-6-[(1R)-2-tert-butyldiphenylsilyloxy-1-methylethyl]-2,2,5-trimethyl[1,3]dioxan-4-yl]-5-[1,3]dioxolanepentane

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Technology Process of (2S,3R)-3-benzyloxymethoxy-2-[(4S,5R,6R)-6-[(1R)-2-tert-butyldiphenylsilyloxy-1-methylethyl]-2,2,5-trimethyl[1,3]dioxan-4-yl]-5-[1,3]dioxolanepentane

There total 54 articles about (2S,3R)-3-benzyloxymethoxy-2-[(4S,5R,6R)-6-[(1R)-2-tert-butyldiphenylsilyloxy-1-methylethyl]-2,2,5-trimethyl[1,3]dioxan-4-yl]-5-[1,3]dioxolanepentane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

: 114597-33-0
(2R,3R,4R,5R,6R,7R)-7-Benzyloxymethoxy-1-(tert-butyl-diphenyl-silanyloxy)-9-[1,3]dioxolan-2-yl-2,4,6-trimethyl-nonane-3,5-diol

: 77-76-9
2,2-dimethoxy-propane

: 114597-34-1
(2S,3R)-3-benzyloxymethoxy-2-[(4S,5R,6R)-6-[(1R)-2-tert-butyldiphenylsilyloxy-1-methylethyl]-2,2,5-trimethyl[1,3]dioxan-4-yl]-5-[1,3]dioxolanepentane

Guidance literature:: With camphor-10-sulfonic acid; triethylamine; for 1.5h;
DOI:10.1021/ja00221a043

Reference yield: 86.0%

: 3587-60-8
Benzyloxymethyl chloride

: 207226-48-0
(2S,3R)-2-[(4S,5R,6R)-6-[(1R)-2-tert-butyldiphenylsilyloxy-1-methylethyl]-2,2,5-trimethyl[1,3]dioxan-4-yl]-5-[1,3]dioxolanepentan-3-ol

: 114597-34-1
(2S,3R)-3-benzyloxymethoxy-2-[(4S,5R,6R)-6-[(1R)-2-tert-butyldiphenylsilyloxy-1-methylethyl]-2,2,5-trimethyl[1,3]dioxan-4-yl]-5-[1,3]dioxolanepentane

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; Heating;
DOI:10.1021/jo980387c

Reference yield:

: 37610-80-3
1,3-dioxolan-2-ylethylmagnesium bromide

: 114597-34-1
(2S,3R)-3-benzyloxymethoxy-2-[(4S,5R,6R)-6-[(1R)-2-tert-butyldiphenylsilyloxy-1-methylethyl]-2,2,5-trimethyl[1,3]dioxan-4-yl]-5-[1,3]dioxolanepentane

Guidance literature:: Multi-step reaction with 2 steps

1: 4 percent / CeCl₃ / tetrahydrofuran / -78 - 23 °C

2: 86 percent / i-Pr₂NEt / CH₂Cl₂ / 24 h / Heating

With cerium(III) chloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo0267908